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Sailing Yacht Antillean, 50ft, 6 guests based in St Thomas, US Virgin Islands

Weekly Charter Rates

$8,200 (2 passengers 7 nights)
$12,600 (6 passengers 7 nights)*
*Price range is subject to change. Please Contact Us for pricing for various party sizes, number of nights and seasons. Best price guarantee: We endeavor to offer the lowest prices available and will always match lowest rates. We accept Visa, MasterCard and AMEX, no fees. We accept Visa, MasterCard and AMEX


Guests Cabins Length
6 3 50ft
Guest cabin configuration:
2 Queen, 1 Double en-suite cabins with A/C
Designer Beneteau
Built 1997
Children Allowed Yes (Min. age: watersafe)
Home port Red Hook, St Thomas, US Virgin Islands
Scuba SCUBA available on board Available onboard
Antillean 1 Antillean 2 Antillean 3 Antillean 4 Antillean 5 Antillean 6 Antillean 7 Antillean 8 Antillean Layout

Sailing Yacht Antillean Overview

Antillean is a 50' Beneteau designed for the comfort of her charter guests. Our itinerary is custom designed to suit your needs. Antillean is available in the Virgin Islands from November until July, then south in the Grenadines for the summer months.

Antillean's superb hull, designed by Bruce Farr & Associates combined with substantial design input from Beneteau, represents a new approach in luxury yacht design.

Spirited and solid, she is a joy to sail, offering performance rarely found in cruisers in the 50 ft range. From bow to stern, Antillean is a product of experience and excellence.

To charter Antillian means for the period you are onboard, the boat is yours. The captain and crew are available to assist and advise. They know the areas in which you will be sailing, the many entertainments at the various stopping points, and can advise on itineraries so that you can maximize your vacation.

Itineraries are planned when you arrive, so that each guest's desires are catered to.

There is no rigid schedule, we run to a Caribbean timetable, where time has no real meaning. The captain hasn't work a watch for years.

Enjoy sailing on the warm, clear water of El Caribe. Watch the sunset while enjoying Heidi's hors d'oeuvers and drinks. Sit back and watch the stars and planets as they transit the heavens above calm anchorages. For the newcomer and the old hand, these are moments to treasure also a holiday of a lifetime.

Ports and Available Cruising Areas

Red Hook, St Thomas, US Virgin Islands (Home)
Village Cay Marina, Tortola, British Virgin Islands (Additional)
Nanny Cay, Tortola, British Virgin Islands (Additional)
West End, Tortola, British Virgin Islands (Additional)


Three private, en suite guest cabins featuring two queen cabins and one double.


Flatscreen in Saloon
Sound system
Board Games
Deck Shower
Air conditioning: Full
WiFi Internet: Available on board

Water toys

Dinghy: 14ft 40HP
Snorkel gear
Stand-up Paddleboard
Kayak (2 person)
Kayak (1 person)
Towing tube
Floating mats
Fishing gear
Waterski Adult
Waterski Kids
Fishing Gear Type: Hand lines
SCUBA available on board

 SCUBA Details

Scuba Terms: Included with instruction available on board. If you are planning on getting certified while on charter, please make sure to purchase your books through the crew so that they are set up as your instructor and can monitor their class and book work before the charter. You'll need to purchase books and complete theory portions of the course at home prior to charter.
Scuba Available Onboard: Yes
Tanks: 6
BCDs: 6
Crew Scuba License: Instructor
Crew photo

Meet the Crew

Matthias & Amber

Matthias Bitterwolf was born and raised on a sailboat in St Thomas and spent his childhood sailing around the Caribbean, fishing, snorkeling and diving. He has worked in the marine industry for many years and has his 100 ton USCG captain's license and is a SCUBA Instructor.

Matthias has worked on many vessels ranging from 40ft sailboats to a 150ft mega yachts. His last job was captain on a 100ft passenger vessel carrying up to 350 guests, but he is now looking for a more rewarding career in the yacht charter industry on board Antillean. With Matthias' skills in diving, fishing, sailing and entertaining his guests he hopes to continue the success Antillean has had in the past.

Amber Duncan, Antillean's fiery cook, bartender, server, and entertainer was born in Florida. She grew up in Maine where she learned more about boating while fishing for lobster and eel with her mother and uncle. Amber also spent many years in the service industry as a bartender, server, and snorkel guide, as well as cook and crepe chef. She sailed from Florida to St Croix and since then has obtained her 100 ton USCG captain's license. Amber enjoys aquatic activities, fire dancing on the beach, hiking, exploring, beach combing, as well as creating new dishes with cultural flare.

Matthias & Amber are now Virgin Island expert crew with a number of charter seasons under their belts aboard Antillean.

See reviews

Weekly charter rates by group size

Passengers: 2 3 4 5 6
Summer 2018 $8,200 $9,300 $10,400 $11,500 $12,600
Winter 2018 to 2019 $8,200 $9,300 $10,400 $11,500 $12,600
Summer 2019 $8,200 $9,300 $10,400 $11,500 $12,600
Winter 2019 to 2020 $8,200 $9,300 $10,400 $11,500 $12,600
*Price range is subject to change. Please Contact Us for pricing for various party sizes, number of nights and seasons. Best price guarantee: We endeavor to offer the lowest prices available and will always match lowest rates. We accept Visa, MasterCard and AMEX, no fees. We accept Visa, MasterCard and AMEX

Availability for Antillean:

Listed below are any confirmed reservations or unavailability, as well as current holds / options. Note: this calendar is not always 100% current. Please contact us for more information about available dates aboard this yacht.

Upcoming 12 Months Reservation Calendar:

Available weekend day:
Off season:
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Reservation Calendar with Port Locations:

Booked: Saturday, 19 May 2018 to Friday, 25 May 2018: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Booked: Wednesday, 6 June 2018 to Wednesday, 13 June 2018: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Booked: Saturday, 16 June 2018 to Saturday, 23 June 2018: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
On Hold: Saturday, 30 June 2018 to Monday, 9 July 2018: Hold: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Unavailable: Tuesday, 10 July 2018 to Wednesday, 31 October 2018: Unavailable: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Boat Show: Friday, 9 November 2018 to Tuesday, 13 November 2018: Boat Show: Yacht Haven Grand to Yacht Haven Grand
Booked: Thursday, 20 December 2018 to Thursday, 27 December 2018: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Booked: Sunday, 6 January 2019 to Sunday, 13 January 2019: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Booked: Wednesday, 16 January 2019 to Wednesday, 23 January 2019: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Booked: Saturday, 26 January 2019 to Saturday, 2 February 2019: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Booked: Friday, 22 February 2019 to Friday, 1 March 2019: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Booked: Monday, 6 May 2019 to Monday, 13 May 2019: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Contact us

Contact us for rates and current availability or to book a charter aboard Antillean!

Reviews for Antillean with Matthias & Amber:

Matthias & Amber are wonderful people. Helpful, friendly, always kept an eye on all of us when we were snorkeling the reefs and wrecks, made great suggestions for shore excursions and even organized a trip with a driver for us on Virgin Gorda. Amber is a five star chef with incredible meals as well as an experienced bartender who makes fabulous drinks.

Loved the fact Antillean had air conditioning. Beautiful interior, exceptionally clean and well maintained. We did spend all our waking time on deck though. The scenery in the islands is exceptional. So much uninhabited space is a nice change from other island destinations I've visited in the past.

The food was fabulous. Amber would have customized but all of us wanted to see what she would fix next. Definitely say yes to dessert!

Nice combination of deserted bays and shore destinations like Bitter End Yacht Club and the Wonky Dog on Anegada. We rented a car on Anegada and spent some time on Cow Wreck Beach. That's a must do if you go to Anegada which is a much shorter sail (a little over two hours) than I originally thought when I looked at a map.

If a party of four or less is going to the BVI's don’t even consider any other yacht and crew. I've chartered before but nothing like this!

Barbara L, aboard Sailing Yacht Antillean sailing the British Virgin Islands

Additional reviews:

Charter couldn't have been better...
Yacht: ANTILLEAN with Matthias Bitterwolf & Amber Duncan
Charter Dates: 05/02/2018 12:00pm to 05/12/2018 12:00pm
Area Cruised: Virgin Islands
Overall Rating: 5
5 being the highest 0 being the lowest

1. Was the crew friendly and accommodating?
Absolutely, couldn't have been better.

2. Was the yacht comfortable and clean?
Absolutely, couldn't have been cleaner.

3. Was the yacht well ventilated? Yes

4. Was the food good and well presented?
The best food and presentation ever. 99% of the restaurants we've ever been to should take lessons from Amber.

5. Did you like the area you sailed? Yes, beautiful and uncrowded.

8. Additional comments on your charter?
Matthias, Amber and the Antillean were remarkable. So accommodating and everything we wanted was included. We were even able to get PADI certified (included in the charter). Matthias is an awesome dive instructor and captain. Amber is an awesome cook, first mate (and Captain as well). The boat is beautiful and well cared for. We couldn't be happier with our choice of this boat and crew.
Broker provided comments April 2018
We hope your charter lived up to your expectations. We would love to know some of your impressions about your yachting vacation. Please answer the following questions and add any comments you may have.

1. Was the crew friendly and accommodating?
Matthias and Amber were extremely friendly and fun.

2. Was the yacht comfortable and clean?
Yes absolutely

3. Was the yacht well ventilated?

4. Was the food good and well presented?
The food was over the top. Gourmet every meal.

5. Did you like the area you sailed?

6. Additional comments on your charter?
Decades ago when I began to dream about my special birthday it was quite simple; sail around the British Virgin Islands with my husband on a romantic sail boat. Antillean was all that and more. From the moment we met Mattheias and Amber we knew that we had friends for life. We embarked upon a 10 day adventure peppered with adventure, fine dining and exciting seas. The islands had just begun recovering from Hurricane Irma, but the spirit of their native son (Mattheias) and adopted daughter (Amber) was undamaged.
Mattheias has extraordinary knowledge of the islands and was an exceptional listener and planner when it came to our vacation. He knew we wanted to swim LOTS and he knew we wanted a laid-back private place for my big birthday. Mattheias knew all of the coves to anchor in, and he knew where to travel in accordance with the weather. We felt confident in all of his suggestions for land adventures as well – hikes and journeys on various BVI’s. Mattheias also knew which highlights of which islands to see. He knew secret coves where snorkeling was extraordinary, and there were no other boaters. He also knew favorite restaurants where the owner called him by name. He had so much institutional knowledge of the islands and endless stories that made us laugh ourselves to sleep most every night.
We often joke there is no “Fine Dining” in the Caribbean. Amber proved us wrong. There is fine dining aboard Antillean. Each of our meals were extraordinary. Again Amber did an amazing amount of planning and thoughtful preparation. She is quite creative and uses fresh ingredients to the max. Every morning we were greeted with fresh fruit and coffee, and this was before breakfast. Amber and Mattheias also prepared meals from the sea; much to our delight.

7. It is our pleasure to keep you informed of relevant specials / updates for your next charter. When do you plan to charter next?
TBD but we’re looking forward to it

Broker provided comments March 2018
Name: Nancy L.
Yacht: ANTILLEAN with Matthias Bitterwolf and Amber Duncan
Charter Dates: 03/24/2018 12:00pm to 03/31/2018 12:00pm
Area Cruised: Virgin Islands
Overall Rating: 5
5 being the highest 0 being the lowest
We hope your charter lived up to your expectations. We would love to know some of your impressions about your yachting vacation. Please answer the following questions and add any comments you may have.

1. Was the crew friendly and accommodating?
Matthias and Amber were genuinely caring and accommodating. We couldn't have asked for a better crew!

2. Was the yacht comfortable and clean?
The Antillean was spotless and very comfortable.

3. Was the yacht well ventilated?

4. Was the food good and well presented?
Amber is an extraordinary chef. ALL the meals were beyond delicious and artfully presented.

5. Did you like the area you sailed?
We loved all the islands.

8. Additional comments on your charter?
We had been wanting to do a sailing vacation for a few years. I don't know why we waited so long. It was absolutely amazing!!! The Antillean was the perfect boat for us. We got to thoroughly enjoy the sailing experience. Matthias and Amber were the perfect crew. Very attentive to our every need. We did not want for a single thing. The cabins were comfortable and air conditioned when needed. The food was beyond delicious! Amber is a very talented chef. We can't say enough good things about the food. YUM! Our stomachs could not have been happier! Matthias is very knowledgeable of all the islands and gave us options every day as to what we wanted to do and where we wanted to go. We love to snorkel and got to explore many different areas. Also learned how to paddle board. We also enjoyed "down" time just hanging out on the boat and enjoying the warm weather and beautiful scenery. Our days were totally tailored to what we wanted to do. We will be forever thankful to Matthias and Amber for making our vacation the best it could be!! We wholeheartedly recommend the Antillean to anyone considering chartering a boat in the Virgin Islands. We know we will sail with Amber and Matthias again some day!!!
June 4-11, 2017 - FIVE STARS
We had a great trip. Everything 5s. The food was beyond expectations and super high quality. Yacht was great. It was really nice having AC all night and SCUBA diving (5 dives). The crew was awesome, fun and flexible. Matthias went out of his way to accommodate my fly fishing. The guide in Anegada was ok. It was a windy day, so casting was a challenge. I would highly recommend the Antillean to anyone.

Wonderful 25th Anniversary Vacation
Amber and Matthias,

We chose the Antillean for our 25th anniversary vacation never having taking this kind of trip we were aiming for a most memorable experience and you both exceeded our expectations!
Ambers talent as a fire dancer was only rivaled by her exceptional, creative culinary skills and graciousness as a hostess.

The guy whose name started with an M (moron) was as funny as he was knowledgeable. Thank you for sharing so much about sailing, the island and for keeping things exiting with "Fish On"

Your experience sailing together is so apparent in how you work so seam, it's like a synchronized dance.

For us this was like camping with friends but we have no doubt your process can adapt to personalize anyone's trip to be the vacation of their dreams just like you did for us. Thank you!
We thoroughly enjoyed our time aboard the Antillean
We thoroughly enjoyed our time aboard the Antillean. Matthias knows the entire area like the back of his hand and always was able to secure the best anchorage in each harbor we visited. He was an excellent scuba instructor for our kids (aged 13 and 16), getting them introduced, certified and loving scuba. Amber was extremely conscientious about keeping us well fed and the boat tidy. Having never chartered before, we were not exactly sure what to expect, however, our time aboard the Antillean exceeded our expectations. The sunshine, crystal clear blue water and beauty of the islands were great, but what really made the trip special was having Matthias and Amber there as our guides. We would recommend chartering with them without reservation and hope to be able to join them again for another adventure in the future.
We had an awesome, amazing time!
So special and so fun! Thanks for showing us a view of the Virgin Islands from the natives viewpoint and knowledge. Information and experience with a fun flare attached! Along with delicious food every day, every meal! We had an awesome, amazing time!
Bob and Kathy

Thank you for an awesome vacation adventure. We have had a time such that we will never forget. The food was spectacular, the locations amazing, and the generosity to take us where we wanted to go - all wonderful. We enjoyed you sharing with us interesting information about various places we visited. Fabulous!!
Dean and Terry

Dear Matthias and Amber,
This has been a most awesome anniversary adventure. Even before we boarded, you sought to cater to our every need and desire. It was wonderful to feel comfortable and confident in you both from the moment we boarded the Antillean. The two of you work together well and cater to every desire. Matthias, your lifelong sailing experience alleviated all anxiety with this new adventure. Amber, your meals were not only delicious but beautifully presented. We also appreciated how you were sensitive to our personalities and our places in life. Thank you is inadequate.

Reviews for Antillean with previous crew:

John and Heidi were great, knowledgeable, fantastic food, great companions! Made us feel at home!

Heidi's cooking was over the top! It was great. We can't wait to make her crab cakes, thanks for sharing the recipe.

Did you enjoy the itinerary and the area you sailed?
- Yes, it was perfect for our first time on a sailing charter trip like this.

If you are looking for a great sailing adventure, relaxing time, great food, cold drinks and lots of laughs then sailing with John and Heidi, the experienced Captain and Crew of the Antillean, is the way to go!

Thanks again, it was a trip of a life time.

George E, aboard Sailing Yacht Antillean sailing the British Virgin Islands

Heidi and John were the perfect hosts. We mostly wanted total relaxation on our trip. We had limited sailing experience and limited knowledge of the area, and only knew that we wanted to completely relax and enjoy the sun and the sea. We thought that we might want to get off the boat and explore, assuming that the boat might be a little restrictive and that we would need the stimulation of different environments. We indicated before we left that we would want to get off at least once and maybe more often for food and nightlife. Heidi and John took us to a place early in the trip and suggested that it might be a good place to get off. They were correct that it was just the kind of place that we would have predicted that we would want to go. We stayed in that bay the night before and were able to hear the music and fun that was happening there, but when we thought about it, we realized that we could do that anywhere and we were really enjoying the food, company and surroundings on the ship and that we didn't want to interrupt it with the "teal" world. They were more than accommodating when we told them that if it was ok, we were going to eat every meal and spend every available moment on board. Mr Smee (the parrot) unexpectedly provided endless hours of entertainment!

Was Antillean comfortable, clean and well ventilated? - Much more than we had anticipated - we had a rainy day and yet were protected from the weather by the boat cover and sides. When the weather was nice (which was most of the trip) we enjoyed the fresh air and sun. We avoided showers the first day or two, because we were a little concerned with the limited space, but once we got beyond that, the showers became one of our favorite parts of the day.

The food was even beyond our expectations. Heidi was fantastic at serving up tasty treats when we didn't think we could eat another thing and we devoured them all. It was always a little more than we thought we needed but we enjoyed every bite. The meals were health and refreshing and the popcorn was especially appreciated! I was super impressed with the amount of fresh food that was on the boat, and how Heidi was able to use it as it hit its ripest point. We started out the week eating the fruits and vegetables that would ripen first (such as bananas) and yet there was plenty of fresh fruits and vegetables remaining at the end of the week.

Every day was more relaxing than the last. The only disappointments were weather related. We had rain the last full day and no wind at all returning to town. We had a fantastic time out sailing. One of our group was concerned about sea sickness, and the heeling over when we sailed, but by the second full day of sailing she was enjoying sitting on the front deck, feeling the sun and the wind and had no concerns about sliding into the ocean even as the boat was heeling over. It was exhilarating! We didn't do a lot of research before the trip about places to go, but we had read about the soggy Dollar and went there the first day of cruising. It was great fun. Heidi and John also suggested the baths and we had a great time there. After the first couple of days we settled into a routine of sailing and snorkeling which we all thrived on. Some of us had never snorkeled before and we couldn't get enough of it. They showed us some beautiful locations for snorkeling and we had lots of fun afterwards trying to identify what we had seen in their handy reference books.

John at Sailing Directions was also the perfect contact while planning the charter. We were a little overwhelmed when we started the planning process. We certainly took our time to decide whether this was the vacation for us. John answered all of our questions in a very timely fashion, patiently followed up just enough to keep us moving forward and followed through with all the necessary forms and information when we finally made our decision.

The most important thing that I can think of to describe our experience is that it was totally relaxing. A month after the trip, we all got together to go over the pictures and memories and we all agreed that it was the most amazing trip that we had ever taken. We all love to travel and have been many places, but this trip holds a special place for all of us. We all came home relaxed and even a month later can get back to that place in spite of all of the demands of the real world. We all agreed that we would do it again in a moment.

Jill H, aboard Sailing Yacht Antillean sailing the Virgin Islands

sailing itinerary Sample Itinerary

Antillean sails throughout the Caribbean from the Virgin Islands to Trinidad. The yacht is based in the US and British Virgin Islands for the months of November to July, then heads south to St. Lucia for the summers months, offering charters in the Grenadines.

Whether you are looking to lounge and relax, or fill your day with adventurous excursions, we'll take you to the most beautiful places to do it.

Antillean has a kayak onboard that guests may use to explore the many scenic anchorages we visit.

Shore visits can occur as often as you like and we can take you there in our 12 ft. Caribe dinghy. Browse around the many shops, restaurants, and bars on the islands or roam the white sandy beaches of the Caribbean. Snorkel gear is also carried onboard so you can also see what is beneath the surface of all that crystal blue water.

If you prefer to stay onboard to bask in the sun or relax in the shade, you can curl up with a good book or try your hand at some of the table games we have. Antillean also has a DVD player, CD and cassette player. Feel free to bring your favorite music or movies.

Contact Us

Interested in Antillean? Contact us for full details, questions/comparisons or to book your vacation!

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